Staff Product Designer - Insurance

This is a fully remote position available to candidates across Canada.At Jobber, we empower small businesses to thrive by revolutionizing how they deliver services through innovative technology. Our platform enables home service professionals—such as plumbers, electricians, painters, and landscapers—to efficiently quote, schedule, invoice, and collect payments, all while enhancing their customer experience. As the landscape of service delivery evolves, we equip small businesses with the flexibility and tools they need to succeed in a digital age.Recognized for our commitment to transparency, inclusivity, collaboration, and innovation, Jobber has been honored by Great Place to Work and featured in Canada’s Most Admired Corporate Cultures. We are also proud to be listed among the Globe and Mail’s Canada’s Top Growing Companies and Deloitte Canada’s Technology Fast 50™, Enterprise Fast 15, and Technology Fast 500™. Since our inception in 2011, our executive team—boasting over thirty years of combined industry experience—has been dedicated to enhancing our offerings for our customers, and we are just getting started for our customers.Your Role:As a key member of our Product Design team, you will transform conceptual ideas into engaging user experiences. By harmonizing user interface (UI), user experience (UX), research, and content design, you will address user and business challenges, creating polished and impactful interfaces. You will work under the guidance of a Design Manager dedicated to fostering your growth and skill development.In this role, you will be part of our vital Fintech team, which focuses on empowering small business owners by providing them with tools to understand, manage, and optimize their financial standing. By offering insights and seamless financial solutions, our aim is to deliver effortless experiences tailored to our customers' needs. As the lead designer within the Fintech group, you will collaborate with cross-functional teams to drive strategy and uphold the quality of our product design.Join Our Team:As a vital contributor to the broader Product Development team, you will collaborate closely with Product Managers and Engineers to achieve our business objectives and enhance our customers' experiences.

Location: North America (Canada or US), Remote Narvar is on a remarkable growth trajectory! We are seeking a highly skilled Staff Product Designer to assume a crucial leadership position within one of our key product pillars. This is a distinctive chance to tackle intricate, high-stakes challenges and reshape the essential experiences that fuel Narvar's success for some of the world's most cherished brands. In the role of Staff Product Designer, you will serve as a strategic design partner, accountable for enhancing the user experience across a suite of products that cater to both retailers and their end customers. Your contributions will be vital in transforming multifaceted challenges into straightforward, guided, and intelligent solutions. Day-to-day Responsibilities Drive the UX vision and strategy for your designated product pillar, crafting seamless and interconnected experiences for both retailers (merchants) and their end customers (consumers). Design for intricate systems: Address ambiguous problem spaces and lead design efforts for sophisticated workflows, configuration tools, and data-rich interfaces that are both powerful and user-friendly. Deep collaboration: Engage closely with product managers and engineering leads to translate complex business needs into elegant and effective design solutions. Mentor and elevate: Act as a guiding figure and mentor within the design team, enhancing the craft, refining our processes, and fostering the growth of junior talent. Communicate effectively: Clearly express your design rationale and vision to stakeholders at all levels, from your immediate team to the executive leadership. Champion a robust foundation: Collaborate with peers to establish and refine a scalable information architecture and consistent interaction models for the future of the Narvar platform. What We Are Seeking 7+ years of experience in product design, showcasing a robust portfolio that highlights your work on complex B2B SaaS applications, enterprise tools, consumer-facing applications, and your ability to lead projects from concept through to launch. Strategic product thinker: You possess a passion for understanding the rationale behind your work and can effectively partner with product management to define the product vision, beyond just executing features. Systems thinker: You have demonstrated experience in untangling complex, fragmented systems and designing logical, user-centric solutions. Proficient in design tools: Expertise in using design tools such as Sketch, Figma, or Adobe Creative Suite to create high-fidelity prototypes. Excellent communication skills: Ability to articulate design concepts and collaborate well with cross-functional teams.

About the RoleJoin our dynamic Fintech team as a Senior Product Designer, where you'll have the unique opportunity to expand our highly successful financial products across new sales channels. This role is pivotal in driving innovation as you create new solutions that address various customer challenges.As part of our design team, you'll collaborate closely with product managers, engineers, and business stakeholders to craft elegant, user-centered designs that tackle real-world problems. We seek an individual who excels in uncertainty, can adapt swiftly without compromising quality, and manages multiple priorities while prioritizing customer experience.Your Daily ResponsibilitiesLead the design of comprehensive web experiences, overseeing the entire process from initial concept to final launch.Conduct customer interviews and usability testing, utilizing qualitative insights and quantitative data—monitoring customer behavior, analyzing metrics, and performing experiments—to validate and refine your designs.Work together with product, engineering, and business partners to identify challenges, brainstorm solutions, and deliver features.Design straightforward, intuitive experiences that transform complex workflows into seamless processes.Align customer needs with business objectives and technical specifications.Make informed trade-offs between speed, learning, and competing priorities.Facilitate design reviews with external partners, advocating effectively for your design decisions.What We're Looking ForA minimum of 3 years' experience in designing modern digital products, with a strong portfolio that showcases comprehensive web design processes.Demonstrated success in developing 0-to-1 experiences from ideation through to launch.Ability to collaborate effectively with product and engineering teams in agile environments, articulating design rationale and assessing technical feasibility to streamline solutions.Strong analytical skills, making data-driven decisions based on research, testing, and metrics—capable of prioritizing and making trade-offs without waiting for absolute clarity.A passion for being part of a founding team—resourceful, enthusiastic about solving customer issues, with a willingness to learn from mistakes and pivot when necessary.Bonus: Familiarity with AI tools such as Figma Make, etc.

Shakepay is looking for a Senior Staff Product Designer to help shape the future of Bitcoin financial services for Canadians. This remote role is open to candidates based in Canada. About Shakepay Founded in 2015, Shakepay simplifies buying and earning Bitcoin so Canadians can save and spend with ease. The Shakepay Card, launched in 2022, lets users earn Bitcoin rewards on everyday purchases. Over a million Canadians use Shakepay to manage their Bitcoin savings. The company is fully regulated across Canada and has raised $44M from leading venture capital firms. Role Overview The Senior Staff Product Designer will set design strategy for key product areas and tackle the most challenging design problems at Shakepay. This person will raise the bar for design quality, influence product direction, and help teams deliver strong results. The role involves close collaboration with Product and Engineering leadership to deliver seamless, high-quality user experiences at scale. What You Will Do Lead high-impact projects: Own complex product challenges, turning vague problems into clear solutions from start to finish. Shape product and design direction: Work with Product and Engineering to influence the roadmap and focus on the right problems. Design for results: Create user experiences that drive key metrics like activation, engagement, retention, and conversion, while maintaining high standards. Work across teams: Collaborate with different departments and product areas to ensure a consistent product experience. Advance design systems: Develop scalable design systems and patterns to improve quality and efficiency.

We are seeking a talented and innovative Staff Product Designer to join our team at GitLab. In this role, you will play a pivotal part in shaping our Knowledge Graph product, collaborating closely with cross-functional teams to enhance user experience and drive product evolution.Your responsibilities will include conducting user research, creating wireframes, prototypes, and high-fidelity designs, as well as advocating for user-centered design principles throughout the development process. If you are passionate about crafting intuitive and impactful designs that improve user engagement, we want to hear from you!

About the Role Hopper is on the lookout for a Senior Product Designer to join our rapidly growing Fintech team. This is a unique opportunity to help scale our immensely successful fintech products into new sales channels while driving innovation through the creation of new offerings that meet travelers' needs.As part of the design team, you will collaborate closely with product stakeholders, engineering, and business partners to craft elegant, user-centered solutions. This role requires an individual who thrives in ambiguity, acts swiftly without compromising quality, and juggles multiple priorities while keeping the customer experience at the forefront of every decision.What Your Day Will Look Like:End-to-End Web Experience Design: Oversee the entire process from initial design to launch.Research and Validation: Conduct customer interviews and usability tests, leveraging qualitative and quantitative data (behavior tracking, metric analysis, A/B testing) to validate and iterate on designs.Cross-Functional Collaboration: Define problems and explore solutions alongside product, technical, and business teams.Simplifying Complexity: Create straightforward and logical interfaces that make complex workflows intuitive.Strategic Trade-offs: Balance user needs with business goals and technical constraints; make smart compromises between speed, learning, and competing priorities.Presentation and Influence: Lead design reviews with external partners and effectively advocate for your design decisions.

Join Us in Building Financial FreedomAt Wealthsimple, we are committed to transforming financial management into an accessible, transparent experience for everyone. As the leading fintech company in Canada, we empower over 3 million users to manage more than $100 billion in assets through our innovative technology. Our mission is to simplify finance, ensuring that it is both understandable and affordable.We are on the lookout for visionary and detail-oriented Staff Product Designers who thrive in fast-paced environments. You will collaborate with a team that values ownership, open communication, and quality craftsmanship in every project. Together, we aim to enhance our clients’ lives through superior design solutions.Become part of Wealthsimple’s success story and help us redefine the future of personal finance. Explore our Culture Manual and discover more about our work culture.Team OverviewOur Product Design team is integral to our strategy at Wealthsimple. We are expanding our team to include both Senior and Staff Product Designers across various product domains such as Investing and Banking. Rather than filling a set number of positions, we seek exceptional designers eager to influence the landscape of personal finance in Canada. During the application process, we will assess how your skills and experiences align with our team's needs.Available Roles:Staff Product Designer, Asset ExpansionStaff Product Designer, LendingStaff Product Designer, Client Experience OperationsKey Responsibilities:Develop intuitive and impactful product experiences that enable clients to make informed financial choices.Collaborate with cross-functional teams including product, engineering, content, and research throughout the product lifecycle.Oversee the entire design process — from initial research and prototyping to final high-fidelity designs and micro-interactions.

Affirm, Inc. seeks a Staff Product Designer to influence the direction of financial technology products. This fully remote position is open to candidates living anywhere in Canada. Key responsibilities Create user experiences that help people make better financial decisions Collaborate with teams across disciplines to develop and refine Affirm’s products Offer design ideas that align with Affirm’s goal of making finance more accessible Location This role is remote and available to applicants based in Canada.

Be part of a transformative journey towards a more rewarding financial future for all CanadiansAt Neo, we are dedicated to creating innovative financial solutions that empower Canadians. Working in a fast-paced and dynamic tech startup environment offers unique challenges and immense rewards. Since our inception in 2019, we have rapidly emerged as one of Canada’s leading fintech companies, demonstrating exceptional growth and innovation.#1 on Deloitte’s Technology Fast 50 for 2023, 2024, and 2025 — the first company to achieve this milestone!#1 Fastest Growing Company in Canada for 2024 by Globe & MailRecognized for top-tier mobile applications and credit card solutionsJoin a diverse team of over 500 professionalsEngage with a community of over 1 million customersCollaborate with more than 10,000 retail partnersYour Role:As a Principal Product Designer, you will collaborate with product managers, researchers, engineers, and fellow designers to conceptualize, design, and implement exceptional user experiences across multiple digital platforms. Your contributions will influence every phase of the product lifecycle, utilizing your expertise in concept development, prototyping, service design, information architecture, and user research to redefine everyday financial services. In addition, you will play a pivotal role in mentoring and expanding our design team.Key Responsibilities:Lead the identification, creation, and execution of innovative solutions that address complex challenges across our product ecosystem.Engage in the exploration and strategic planning of new products and features while advancing the design vision throughout our offerings.Collaborate with cross-functional teams (developers, product managers, researchers, content strategists, and designers) to drive a cohesive design strategy that aligns with user needs. Your role will help other departments appreciate the value of design, ultimately enhancing product quality and user satisfaction.

Join Jobber as a Staff Product Designer, Sales and play a pivotal role in shaping user experiences for our sales platform. Collaborate with cross-functional teams to design innovative solutions that drive customer engagement and satisfaction. You will be responsible for creating user-centered designs, conducting user research, and iterating on designs based on feedback and testing.

Be a Part of Our Innovative Design TeamAt Planera, a dynamic Series A Construction Scheduling Startup, we are on a mission to revolutionize one of the most significant industries globally. Our products are setting new standards for how General Contractors and their teams create world-class construction schedules. This is a unique opportunity to establish the design vision at a rapidly scaling organization, supported by the resources of a well-funded startup and energized by a fast-paced environment.We are seeking a Staff Product Designer with a keen emphasis on mobile application design to help shape and deliver Planera’s mobile experience. This position is for a senior individual contributor who can navigate complex problem spaces, spearhead impactful initiatives, and enhance mobile design in new product experiences.You will collaborate closely with product managers, engineers, and company leadership to translate real-world construction scheduling workflows into intuitive, high-quality mobile experiences that are utilized daily in the field. This role is perfectly suited for someone who thrives in uncertain environments, pays attention to interaction details, and can think strategically about systems and products.If you are passionate about crafting elegant product experiences that have a tangible impact on the real world—and you want to leave your mark on the future of construction—this is your platform.

POS-29684Location: Ontario, Canada - Remote, Flexible, or OfficeJoin HubSpot’s Innovative Design TeamAt HubSpot, we are on a mission to accelerate our growth by leveraging AI to transform how we support our customers and empower our Go-to-Market (GTM) teams. The Flywheel Product Line is at the forefront of this initiative, focusing on three key areas:AI Concierge Development: We're creating an AI-powered concierge that enhances the customer journey by autonomously addressing support issues, uncovering goals, and maximizing the value customers derive from HubSpot. This involves sophisticated design challenges across various modalities, including chat, voice, and AI-generated video.AI-First Tools for GTM Teams: We're revolutionizing the efficiency of our support, sales, and customer success teams by streamlining administrative tasks and empowering managers with advanced coaching capabilities. These enhancements are designed to significantly boost revenue and optimize performance.Partner Ecosystem Experiences: We are dedicated to enhancing the experiences of our global partner network, which generates over $1B in revenue annually. By developing tailored AI solutions and unique tools, we aim to help our partners thrive and contribute to HubSpot's ongoing success.As a Senior Product Designer, you will not be confined to one team or feature. Instead, you'll have the opportunity to influence the product line direction across diverse domains. Your work will span 3-12 months ahead of delivery, engaging in exploratory design, prototyping innovative concepts, and crafting narratives that will shape decision-making across R&D and GTM teams.This role is centered around strategic vision and impactful influence, pushing the boundaries of applied AI to define the future for a company valued over $30 billion.Why Choose Flywheel?Join us for a transformative career opportunity where you can:

Discover OktaAt Okta, we are redefining identity management, empowering individuals to securely access technology on any device and application. Our innovative solutions, including the Okta and Auth0 platforms, are designed to provide robust security, authentication, and automation, placing identity at the forefront of business growth and protection.We value diversity and are committed to creating an inclusive environment. We seek passionate and curious individuals who are eager to contribute their unique perspectives and experiences to our team.Join us in our mission to make identity a personal asset.The Design TeamOur design team operates in a collaborative, distributed environment where we prioritize early sharing of work and constructive feedback. We are detail-oriented yet focused on continuous progress and learning.As a designer at Okta, you will have significant ownership over your work. You will collaborate with engineering and product management to influence product directions and create user experiences that impact millions globally.Your role will involve refining existing user flows and conceptualizing the future of identity and developer tools. We leverage asynchronous tools like Loom and Figma comments to maintain connectivity across time zones, and we foster an environment that encourages experimentation and personal growth. At the Staff level, you will also mentor fellow designers and establish best practices that elevate our entire team.The OpportunityJoin our Emerging Products team at Auth0, where we are dedicated to pioneering the next generation of identity and security solutions. We transform innovative concepts in areas such as AI, fine-grained authorization, and developer experience into tangible products ready for our customers.Our current projects include:AI + Identity: Enhancing AI assistants with identity-aware authorization.Cross-App Access: Creating seamless, policy-driven interactions between applications and user accounts.

About Super.comAt Super.com, we are committed to enhancing the lives of our customers and employees, enabling them to maximize their potential and embrace life's opportunities. Our promise is that Super.com is not just a job; it’s a pathway to personal and professional growth, where learning is valued and impact is recognized.We are more than just a high-growth tech company; we prioritize our people and take career advancement seriously. Join us to supercharge your career through the exceptional individuals, innovative projects, and robust programs that define our culture.Role OverviewWe are on the lookout for a full-stack Staff Software Engineer to join our Super+ vertical. This team comprises five full-stack engineering squads, along with specialists in Data, Design, and QA, all dedicated to delivering outstanding products. As a Staff Software Engineer, you will collaborate across teams, serve as a technical authority, and help design and resolve our most intricate technical obstacles.Team DynamicsSuper.com engineering is divided into four main product development domains: fintech, travel, earnings, and a Super+ membership initiative that integrates them. Our microservices and event-driven architecture manage thousands of requests and events per second, processing over $1 million in sales daily and handling over 1TB of data each day, supported by cutting-edge infrastructure. With a team of 80 talented engineers, we work closely with Product Managers, Designers, and QA in a dynamic, agile environment that respects work-life balance. Our focus is on delivering substantial business value through ambitious technical accomplishments while providing our team members with the structure to accelerate their growth.Key Responsibilities:Take a pivotal role in architecting our services, frontends, databases, and mobile applications.Address complex technical challenges and develop innovative solutions.

About Borrowell:At Borrowell, our mission is to empower Canadians to take charge of their financial futures. We provide essential tools and insights that enable individuals to understand, build, and utilize their credit effectively.With the trust of 1 in 10 Canadians, we serve over 3 million members with extensive credit monitoring and personalized insights. Our innovative services, including Credit Builder and rent reporting, assist consumers in building credit, allowing access to a broader array of financial products at more competitive rates. We also offer tailored financial product recommendations from Canada’s most reputable providers based on each member’s unique credit profile and financial aspirations.Our diverse and inclusive team is united by a shared passion for making a tangible difference in the lives of Canadians. We cultivate a culture of collaboration, humility, and innovation. If you are eager to join a company that is reshaping the financial landscape and empowering Canadians to realize their financial dreams, we encourage you to explore career opportunities at Borrowell. Together, we can help Canadians feel confident about their money.About the Role:As a product-focused organization, Borrowell seeks a creative and dedicated Senior Product Designer to join our team. Reporting to the Manager of Product Design, you will work collaboratively with our Product, Data, Marketing, Engineering, Revenue, and Member Experience teams to design, launch, optimize, and test features. You will drive informed decision-making through user research, industry trends, and data analysis. If you’re excited about taking ownership of delivering impactful results and being part of one of Canada’s fastest-growing fintech companies, this role is for you!In this position, you will have the opportunity to lead design initiatives for significant projects, collaborating closely with a talented cross-functional team of designers, product managers, engineers, QA, marketers, and data analysts.

Join Stripe, a leading technology company revolutionizing the financial landscape, as a Product Designer focused on Stablecoin. In this role, you will leverage your creative and analytical skills to design user-centric products that enhance the secure and efficient transfer of digital currencies. Collaborate with cross-functional teams to define product vision, create engaging interfaces, and deliver exceptional user experiences.

Join Stripe as a Product Designer specializing in cryptocurrency, where you will play a pivotal role in shaping the future of digital payments. As a part of our dynamic team, you will collaborate with engineers, product managers, and other stakeholders to create intuitive and user-friendly designs that resonate with our global client base.

About BreeBree is an innovative consumer finance platform dedicated to transforming financial services for the over half of Canadians living paycheck to paycheck. Operating in a largely untapped market, we aim to be the leading provider of affordable short-term credit solutions for the 20 million Canadians in need. Our mission is to deliver faster, better, and more cost-effective financial services to our users.With over 600,000 satisfied customers, Bree is poised for exponential growth. We have achieved product-market fit and are on a clear trajectory to become one of Canada's most impactful FinTech companies. Currently generating 8-figure annual revenues, we are profitable and experiencing double-digit growth each month. Our exceptional work culture is evident in our low employee turnover, and we proudly participated in Y Combinator in 2021, securing a $2M seed round shortly thereafter.About the RoleWe are seeking a talented Senior Product Designer to lead the evolution of Bree’s product offerings. This pivotal role entails substantial ownership and influence, working across mobile and web platforms to define challenges, develop solutions, and implement meaningful improvements for our users. You will collaborate closely with Product and Engineering teams, applying thoughtful product judgment and clear decision-making to enhance user experiences.

Who We Are:Financeit is a dynamic and rapidly expanding fintech company that provides enterprise services to some of the largest home improvement and retail organizations across the United States and Canada. Our innovative point-of-sale financing platform empowers businesses of all sizes to close more sales by offering customers flexible and affordable monthly payment options for their significant purchases, whether in home improvements, vehicles, or retail.For larger enterprises, we offer an integrated suite of home improvement solutions known as Centah, which encompasses comprehensive leads and workflow management, live contact support, financing solutions, promotional offers, performance assurance, and category development.At Financeit, we are small enough to allow you to make a substantial impact within the company but large enough to effect change in the market. We pride ourselves on creating unique, category-defining products while fostering a distinct and inclusive company culture.About the Role:As the Product Designer for Centah, your enthusiasm for enhancing user experience will drive you to create simple, compelling, and meaningful product interactions that help a diverse array of users achieve their goals. You will be a creative problem solver and communicator, guiding ideas from initial sketches to testing and final evaluations. Your designs will tell a story, reflecting your belief that every design has a narrative.Reporting to the Director of Product and collaborating closely with our product and engineering teams, your empathy for users and meticulous design approach will assist in building an exceptional platform experience that prioritizes effortless design as a cornerstone of our reputation. With strong user research skills and an exceptional visual design sense, you will advocate for efficient interfaces that enhance our platform's functionality.Your Responsibilities:Engage actively at every stage of the project lifecycle, collaborating with the project team to brainstorm concepts, develop creative solutions, and design user flows while adhering to deadlines.Take ownership of core component libraries to advance the Centah design system, overseeing the design, specification, and maintenance of intricate UI components, ensuring they meet the highest standards of quality and usability.Advocate for visual quality and craftsmanship, ensuring that every component—from buttons to complex data tables—is polished, accessible, and consistent with our brand identity.Exhibit curiosity about user behaviors, using quantitative and qualitative research to inform product and design decisions.Collaborate with product stakeholders to refine requirements, conduct user interviews, and facilitate internal feedback sessions to identify usability improvement opportunities within the platform.Work closely with developers to ensure technical feasibility, integrating their feedback and insights into your designs.